(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

Base Information

Chemical Name:(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene
CAS No.:623550-32-3
Molecular Formula:C₃₅H₅₄O₁₂Si
Molecular Weight:694.892
Hs Code.:

(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

Synonyms:(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

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Chemical Property of (1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

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Technology Process of (1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

There total 10 articles about (1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 108-24-7
acetic anhydride

: 623550-26-5
(1R,3R,3aS,4S,5R,6R,7R,7aR)-7-tert-butyldimethylsiloxy-1-[(1S)-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-3-hydroxymethyl-5,6-(isopropylidenedioxy)octahydroindene-4-ol

: 623550-32-3
(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

Guidance literature:: With pyridine; dmap; at 20 ℃; for 1h;
DOI:10.1021/ol035443x DOI:10.1002/chem.200700789

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 623550-32-3
(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 80 percent / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: 30 percent / DBU / toluene / 1.5 h / Heating

4.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.02 h / 0 °C

5.1: 95 percent / DMAP; pyridine / 1 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ol035443x

Reference yield:

: 531-37-3
2-methoxyphenyl benzoate

: 623550-32-3
(1R,3R,3aS,4S,5R,6R,7R,7aR)-4-acetoxy-3-acetoxymethyl-7-tert-butyldimethylsiloxy-1-[(1S)-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-5,6-(isopropylidenedioxy)octahydroindene

Guidance literature:: Multi-step reaction with 7 steps

1.1: Br₂; AcOH / 20 °C

2.1: K₂CO₃ / methanol / 20 °C

3.1: 88 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 0 - 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 80 percent / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 30 percent / DBU / toluene / 1.5 h / Heating

6.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.02 h / 0 °C

7.1: 95 percent / DMAP; pyridine / 1 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; n-butyllithium; bromine; potassium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ol035443x